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Home » Recipes » Salads

Roasted Acorn Squash Salad

Square headshot image of Family Food on the Table's Kathryn Doherty.
By Kathryn Doherty · Modified: Aug 6, 2025 · Published: Dec 10, 2015 · This post may contain affiliate links
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This warm winter salad of roasted acorn squash, apple cider-braised kale and feta cheese and dried cranberries carries a serious flavor punch and also looks very festive for the holidays!

Wedges of roasted acorn squash atop a bed of kale salad with feta cheese and dried cranberries sprinkled on it.


 

Every year I think I've done a great job of getting ahead on my holiday shopping.

I will buy a few things months in advance, jot down a few ideas for various family  members, and pat my back for thinking and planning ahead so well.

But then, inevitably, December arrives and I have a mini panic that I've really hardly done anything at all.

Thanks to Amazon and online shopping, I've been able to check off a ton of my people on my list this week and just have some stocking stuffers left for the kids. The end is in sight, people.

I'll try not to think about the holiday cards that are currently in transit and need to be stuffed, addressed, stamped and sent back out as quickly as I can manage. It's always something, right?

Wedges of roasted acorn squash atop a bed of kale salad with feta cheese and dried cranberries sprinkled on it on a large green platter.

But I digress.

We're here for the food.

And today's recipe for this roasted acorn squash salad is a lovely little holiday side dish!

Gorgeous, festive and also delicious and nutritious!

Cut acorn squash
Washed kale

Acorn squash wedges are brushed with butter and maple syrup and roasted to tender, slightly crispy perfection.

They they're laid on top of sautéed kale that's got a great tart kick from the apple cider vinegar.

And that combo pairs so well with the sweet dried cranberries and the salty feta cheese we're adding to finish off the salad.

Everybody's so happy all together here. It's definitely one of those where you want a little bit of everything in each forkful.

Oh, and don't freak out when you find your kale has turned a little brown in spots after it cooks.

You'll see it mostly on the bottom of the kale leaves; the ones that are against the bottom of the pan. It's not burnt or bitter, it's just been discolored by the acidity in the apple cider vinegar.

Nothing to worry about; it tastes delicious! (And you can serve it with those sides down for the pretty presentation.)

A white salad plate of kale with roasted acorn squash, feta and dried cranberries in front of a green platter of the salad.

I wish you stress-free holiday shopping with no lines, lots of sales and easy-to-find gifts.

And, if not, I wish a large cocktail or glass of wine upon arriving home in a harried heap.

Cheers and enjoy!

XO,

Kathryn

Close up of wedges of roasted acorn squash atop a salad of braised kale with feta and dried cranberries.
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Roasted Acorn Squash Salad

A warm winter salad of roasted acorn squash, apple cider-braised kale and feta cheese and dried cranberries! Very festive!
Prep Time10 minutes mins
Cook Time25 minutes mins
Total Time35 minutes mins
Yield: 4 -6 servings
Substitutions
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Ingredients

For the acorn squash:

  • 1 medium acorn squash
  • 1 tablespoon butter, melted
  • 1 tablespoon maple syrup
  • Kosher salt and black pepper

For the salad:

  • 1 teaspoon extra-virgin olive oil
  • 1 medium bunch of kale, stems removed, leaves washed and roughly torn
  • Kosher salt and black pepper
  • 3 tablespoons apple cider vinegar
  • ⅓ cup crumbled feta cheese
  • ¼ cup dried cranberries

Instructions

  • Preheat the oven to 450.
  • Cut each half of the acorn squash in 3-4 wedges, depending on the size. (Each wedge should be 1 to 1 ½ inches wide.) Be careful cutting - squash are very tough! Place wedges on an aluminum-foil lined baking sheet (for easy clean up).
  • Combine the melted butter and maple syrup in a small bowl, stirring well to combine.
  • Sprinkle the acorn squash wedges with kosher salt and black pepper, then brush with the butter-maple syrup mixture.
  • Roast at 450 for 22-25 minutes, until tender and browned. (Be careful not to let it burn.)
  • Meanwhile, prep and clean your kale: remove and discard the stems, then wash the leaves and roughly tear them. (I do this using the insert of my salad spinner so it can just hang out and drain a bit in the colander. No need to spin the leaves dry; a little water clinging to them will prevent them from drying out too much in the pan.)
  • With about 10 minutes to go on the acorn squash, heat the olive oil in a large saute pan over medium heat. Add the torn kale leaves and saute for 3-4 minutes, until slightly wilted.
  • Season the kale with salt and pepper, then add the apple cider vinegar to the pan. Cover, reduce heat to medium low and cook an additional 3-5 minutes, until the kale is tender. Season to taste with extra salt and pepper.
  • To serve: Place the sautéed kale on your plate and top with 2-3 wedges of the roasted acorn squash (you can remove the peel to make it easier to eat or let everyone do it themselves). Sprinkle evenly with the feta cheese and dried cranberries. Serve hot and enjoy!

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Nutrition

Serving: 1serving | Calories: 103kcal | Carbohydrates: 15g | Protein: 2g | Fat: 5g | Saturated Fat: 3g | Polyunsaturated Fat: 2g | Cholesterol: 12mg | Sodium: 292mg | Fiber: 2g | Sugar: 7g
Tried this recipe?Leave a comment below or follow me on Instagram @familyfoodonthetable and tag me in your photo!
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Comments

  1. Cheyanne @ No Spoon Necessary says

    December 10, 2015 at 10:56 am

    Oh my gawsh, you are seven million steps ahead of me for the holidays. I haven't bought a thing, no tree, nothing planned for Christmas eve or christmas day... I'm struggling this year. And I'm telling myself it's okay. I'm just going to read all my friends blogs (like yours) and vicariously live out YOUR holiday! 🙂 this salad is beyond gorgeohs, girlfriend! All the flavors in here just sound anazing! And the squash cooked in apple cider Genius! I am in salad heaven!! Cheers doll, to a stress free weekend! Xo

    Reply
    • Kathryn says

      December 11, 2015 at 6:51 am

      You can take a breather this year Cheyanne and get back on the holiday train next time around. Go simple, go with what makes you happy and don't worry about the rest! XO

      Reply
  2. Lucy @ Bake Play Smile says

    December 10, 2015 at 4:03 pm

    What a beautiful salad! I'm trying to be nice and healthy in the lead up to Christmas so this is perfect! Thanks for linking up with our Fabulous Foodie Fridays party xx

    Reply
    • Kathryn says

      December 10, 2015 at 8:59 pm

      Thanks Lucy! I'm definitely trying to balance the light and healthy and the sweet and indulgent so this salad fits in really well 🙂

      Reply
  3. Elaine @Flavour and Savour says

    December 10, 2015 at 8:23 pm

    Hi Kathryn,
    Saw this on your Instagram feed and popped right over here to get it! I'm adding this to my holiday recipe ideas for sure! My family would LOVE this! Pinned.

    Reply
    • Kathryn says

      December 11, 2015 at 6:52 am

      Thanks so much Elaine! Hope you guys love it and hope you have a fabulous holiday! XO

      Reply
  4. Quinn Caudill says

    December 15, 2015 at 7:54 am

    Love acorn squash. Great looking dish. Thanks for sharing with us at #Throwback Thursday. Pinned. Hope to see you again next week. Quinn

    Reply
    • Kathryn says

      December 15, 2015 at 7:17 pm

      Thanks Quinn! I love acorn squash, too! ALL the winter squash really 🙂

      Reply

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Meet Kathryn

Hi there! I’m Kathryn Doherty, a cookbook author, mom of two, and devoted food and home cooking nut. I’ve got lots of easy recipes to help you get delicious food on the table for your family!

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